Soochow University

Shunjun Ji

Xiaoping Xu

Ruiying Zhang

Wenbin Cao

Xueqiang Chu

Dianliang Wang

Shunyi Wang

Jinghao Li

Zhongjian Cai

The present invention provides a polysubstituted selenium-containing cyclopent(hex)ene skeleton derivative and a synthesis method thereof. The polysubstituted selenium-containing cyclopent(hex)ene skeleton derivative is prepared by a one-pot method using an arylacetylene compound and an unsaturated selenide reagent as reaction materials, in the presence of a free radical initiator. The synthesis method of the present invention is simple and efficient, requires no metal catalyst, has mild reaction conditions, and has good functional group tolerance and broad substrate scope. Moreover, cyclopent(hex)ene compounds with different substituents are widely present in active drug molecules, and selenium-containing compounds also have good biological activity against tumors, oxidation, inflammation, bacteria, viruses and others. Therefore, a complex selenide-containing cyclopent(hex)ene skeleton derivative is obtained starting from a simple substrate by the synthesis method of the present invention by constructing a C—Se bond through a simple, efficient and sustainable strategy. The present invention has broad application prospects.

Polysubstituted selenium-containing cyclopent(hex)ene skeleton derivative and synthesis method thereof

The present invention provides a method for synthesizing a 3-spiro three-membered ring indolinone derivative, which comprises under a protective atmosphere, reacting a 3-indol-ethanol compound as a reaction raw material at 20-60° C. in the presence of an additive and an organic base in an organic solvent, to obtain a 3-spiro three-membered ring indolinone compound after the reaction is complete. The additive is N-bromosuccinimide (NBS) or N-chlorosuccinimide (NCS). The method of the present invention does not require a metal catalyst, and the 3-spiro three-membered ring indolinone derivative is synthesized in one step in the presence of NBS or NCS. The reaction conditions are mild, the operations are simple and safe, and the yield is high.

Method for synthesizing 3-spiro three-membered ring indolinone derivative

The present invention relates to a method for synthesizing a 2-benzylidene tetrahydrothiophene derivative, which comprises the step of reacting a (cyclopropylethynyl) aromatic cyclic compound of Formula (I) with a sulfur source in an organic solvent as a reaction medium in air atmosphere at 100-200&#xb0; C. to obtain a 2-benzylidene tetrahydrothiophene derivative of Formula (III). The reaction route is as follows: 

Method for synthesizing 2-benzylidene tetrahydrothiophene derivative

A method for synthesizing dissymmetric sulfoether includes the following step: a) under the condition of tetrabutylammonium halide catalysis, compounds having a structure of formula (I), compounds having a structure of formula (II) and salts having sulfur and oxygen are reacted in a solvent to give dissymmetric sulfoether having a structure of formula (III).

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Suzhou, China

Shunjun Ji